(1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

Base Information

Chemical Name:(1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol
CAS No.:1431617-89-8
Molecular Formula:C₂₉H₄₀O₂Si₂
Molecular Weight:476.806
Hs Code.:

Synonyms:(1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

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Chemical Property of (1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

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Technology Process of (1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

There total 9 articles about (1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: 1431617-88-7
(2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-cyclohexanone

: 1066-54-2
trimethylsilylacetylene

: 1431617-89-8
(1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

(2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-cyclohexanone; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.75h;

Reference yield:

: 1431137-92-6
(2R,3S,4S)-2-hydroxy-3-methyl-4-pivaloyloxy-cyclohexanone

: 1431617-89-8
(1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: silver nitrate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 - 20 °C

2.2: 4 h / -78 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - -40 °C / Inert atmosphere

4.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

5.2: 0.75 h / -78 - 0 °C

With n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; silver nitrate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 2.2: |Wittig Olefination;

Reference yield:

: 1431617-85-4
(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-4-pivaloyloxy-cyclohexanone

: 1431617-89-8
(1R,2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methyl-4-methylene-1-[(trimethylsilanyl)ethynyl]-cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 - 20 °C

1.2: 4 h / -78 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - -40 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

4.2: 0.75 h / -78 - 0 °C

With n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; toluene; 1.2: |Wittig Olefination;